Your first time?

I know your first time, with enough prep, natural moisture and lube, can be a painless experience. I'm assuming there might, only maybe, be some initial discomfort, less so if you've used dildos, just because you've never done it before.

But again, factoring in trying to fit two body parts together, and finding a comfortable position for both parties, first time, maybe a bit awkward and uncomfortable.

So was your first time painless, but a bit awkward and or uncomfortable at the start? What was the issue, how did you fix it?

There was very mild discomfort. I hadn't done much on my own with penetration before sex. My first was much above average in size though. It didn't really hurt; my body just took a few seconds to adapt.

There was a bit of discomfort. I had been fingered prior to losing my virginity, but didn't own any sex toys, so nothing went deep. There was a bit of pain when he went in, but I think it helped that we used quite a bit of lube and he wasn't average in length and girth.

I had only penetrated myself once before the first time I had sex and it was months prior to my first time. I didn't use lube because I was clueless, and it felt a little uncomfortable for a minute, but was self lubricated enough that it was okay. I was more sore later on in the day than at the moment.

I got on top of him, it was a little awkward inserting him inside of me, because I was still so shy about touching him. One he was inside it was easy though.